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A Ring-Enlargement Reaction Yielding 1,2,5-Benzothiadiazonin-6-one 1,1-Dioxides

✍ Scribed by Alexander S. Orahovats; Anthony Linden; Heinz Heimgartner


Book ID
102258153
Publisher
John Wiley and Sons
Year
1992
Tongue
German
Weight
269 KB
Volume
75
Category
Article
ISSN
0018-019X

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The N-benzyl-and N-alkyl-substituted 1,2-thiazetidin-3-one 1,1-dioxides 1b ± d reacted readily with NH 3 and primary amines via ring opening. The reaction with NH 3 proceeded at À 788 3 room temperature yielding ring-opened adducts via nucleophilic attack of NH 3 at the sulfonyl group, whereas the r